2-BROMO-ISONICOTINIC ACID METHYL ESTER Chemical Properties

Melting point:

35-36

Boiling point:

268.0±20.0 °C(Predicted)

Density 

1.579±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

-1.32±0.10(Predicted)

color 

White to Light yellow

BRN 

128656

InChIKey

MULLTHQTADMZDM-UHFFFAOYSA-N

CAS DataBase Reference

26156-48-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

Hazard Note 

Irritant/Keep Cold

HazardClass 

IRRITANT

HS Code 

2933399990

2-BROMO-ISONICOTINIC ACID METHYL ESTER Usage And Synthesis

Chemical Properties

Colorless liquid or solid

Uses

2-Bromopyridine-4-carboxylic acid methyl ester is a kind of important medicine intermediate,  used as initiator during the synthesis of polymer brushes with single-walled carbon nanotubes as backbones.

Synthesis

To a 250 mL round bottom flask was added a methanol (100 mL) solution of 2-bromo-4-pyridinecarboxylic acid (10 g, 49.50 mmol, 1.00 equiv) and concentrated sulfuric acid (98%, 5 mL). The reaction mixture was stirred at 70 °C overnight. Upon completion of the reaction, the solution was concentrated under reduced pressure to remove the solvent. The residue was dissolved in 200 mL of ethyl acetate (EtOAc) and washed with saturated sodium bicarbonate solution (3 x 150 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to give 10 g (94% yield) of methyl 2-bromopyridine-4-carboxylate as a colorless oil.

References

[1] Patent: WO2016/138335, 2016, A1. Location in patent: Paragraph 00319
[2] Patent: WO2016/34675, 2016, A1. Location in patent: Page/Page column 69
[3] Patent: US2011/111046, 2011, A1. Location in patent: Page/Page column 18
[4] Patent: WO2011/58473, 2011, A1. Location in patent: Page/Page column 37
[5] Journal of Organic Chemistry, 2009, vol. 74, # 19, p. 7441 - 7448

2-BROMO-ISONICOTINIC ACID METHYL ESTER(26156-48-9)Related Product Information

• acetyl carbromal
• N1-(1-ISOPROPYL-2-METHYLPROPYL)-2-BROMO-2-METHYLPROPANAMIDE
• (2-BROMO-2-ETHYLBUTYRYL)UREA
• 2-BROMO-ISONICOTINIC ACID METHYL ESTER
• 6-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• 5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• Methyl 6-bromonicotinate
• 4-BROMO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• Nicotine
• 2-Bromopyridine-4-carboxylic acid
• Methyl isonicotinate
• Methyl formate
• CK 17
• ETHYL 2-BROMOISONICOTINATE
• METHYL 2-BROMO-5-FLUOROISONICOTINATE
• 5 6-DIHYDRO-5-BROMO-5-METHYL URACIL
• 2-BROMO-3-TRIMETHYLSILANYL-ISONICOTINIC ACID METHYL ESTER
• METHYL 2-BROMO-6-METHYLISONICOTINATE